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Winter Garden › Oakland Area
Known as one of the hidden gems of Florida, Oakland is surrounded by moss-draped oak trees and found on the shores of Lake Apopka. It's a naturally beautiful area of Winter Garden boasting waterfront properties within a serene setting nestled in the Northwestern area of Winter Garden just before Clermont off Hwy 50 in West Orange County.
One of the best attractions found in Oakland is the Oakland Nature Preserve. Since 1999, this preserve has been providing education to visitors about the native flora and fauna, while providing conservation efforts for the area land. Its open year-round and there's no charge to enjoy the preserve. The Nature Preserve provides plenty of fun with 128 acres of space for environmental education and recreation. It's a popular spot for field trips and summer camps. Many visitors come for the guided tours, hiking trails and special events.
The Boardwalk also attracts many visitors. It's the most popular trail on the preserve and takes you through shaded wetlands to a covered pavilion with views of Lake Apopka. Interpretive signage is found throughout to identify trees and plants. Often, you will spot turtles, alligators and wading birds from the Boardwalk.
Another huge part of the culture and recreation of Oakland, Florida is Lake Apopka. It's the second largest lake in the entire state and used to be known as the bass fishing capital of the entire southern United States. The lake is fed by a natural spring and covers about 30,800 acres of surface area.
One of the largest and most popular events held annually in Oakland is the Heritage Festival. This festival provides plenty of fun with more than 2,000 attendees and over 50 vendors every year. It's held at Speer Park in Oakland and helps to support the Oakland Nature Preserve.
Those attending the event get to enjoy hayride tours, a silent auction, boat tours, live music, a number of great speakers, a petting zoo and so much more. There are crafts and activities specifically for children and even some of the more exotic animals on hand. The festival is held in October every year.
Along with the beautiful nature of the area, Oakland, Florida is home to a 700-student charter elementary school. This school provides a choice for residents with school-aged children outside of the public schools serving the community.
A variety of housing options are found in Oakland with homes ranging from about $200K up to more than $1 million. The area does have some undeveloped land for those looking to create a new construction home and there are plenty of waterfront homes and lots available, as well.
Some of the finer waterfront estates provide incredible views of Lake Apopka and may even provide private docks. Oakland attracts a variety of home buyers due to the range of options and prices.
Pre-Construction. To be built. Future Medical, Profesional Office and Retail Plaza to feature a mixture of office and retail spaces. A project of over48,000 sqf. of buil...
COMMERCIAL 5 (+-) ACRES DIRECT HWY 50 FRONTAGE. SEE SURVEY IN PHOTOS, HIGH TRAFFIC AREA WITH RED LIGHT AND ROAD ON EACH SIDE. GROWTH AREA WITH MANY OPPORTUNITIES, FUTUR...
PRIME LOCATION HWY 50 FRONTAGE. This C-1 Zoned 3.52 +/- acres is right near the border of booming Winter Garden (population 48,000) and just East of Clermont (population ...
Pre-Construction. To be built. Pre-Construction. To be Built. Here is your chance to design and build your dream CUSTOM MODERN FARMHOUSE in one Winter Gardens Premier co...
Pre-Construction. To be built. Fall in love with this modern farmhouse masterpiece within Winter Garden’s premier luxury new home community, Oakland Hills! Unlike anythin...
These five plus acre are adjacent to a newly developed area of homes ranging in the 400,000 value. The property sits at the end of a cul-de-sac within this development. T...
These six plus acre are adjacent to a newly developed area of homes ranging in the 400,000 value. The property sits at the end of a cul-de-sac within this development. Th...
Located in the highly sought-after Deer Island community, this pool home gives you incredible panoramic lake views from the front yard as well as the back! The property i...
Price Reduced! Welcome home to this beauty in Oakland Park. Featuring 4 Bedrooms, 3.5 Bathrooms, soft light walls, plantation shutters and hand scraped hardwood floors t...
Under Construction. Contemporary design and classic appeal blend to create the brilliant Seaside dream home plan. Your open floor plan provides a sensational expanse of e...
Under Construction. You'll be delighted by the glamorous comforts and attention to detail that makes The Shoreline a remarkable new home plan. Put your interior design sk...
Beautiful custom built 3/2.5 home by award winning J&J Building. This POOL home is located in the highly sought after Oakland Park community! The Craftsman style home is ...
Picture-perfect farmhouse in the PARADE of HOMES winning community, Oakland Park! Located just footsteps to PARKS, trails, water views, the resort style POOL and clubhou...
This PARK front home in OAKLAND PARK is just footsteps away from the LAKEFRONT walking trail, Community Clubhouse, and RESORT style POOL! The model features 4 bedrooms (m...
Under Construction. The Newcastle, a beautiful new home for sale in Oakland, is as flexible as it is beautiful featuring a front covered porch and 3-car tandem garage. Wi...
Under Construction. The Newcastle offers a welcoming front porch. Once inside you will be welcomed to a high ceiling foyer. This home offers 3562 sf with 5 spacious bedro...
PARK FRONT CUSTOM MANOR HOME WITH A EUROPEAN FLAIR IN OAKLAND PARK. One of a kind, FGBC certified green Manor Home with 2,378 square feet and finishes that would rival an...
*** 24 hour notice to view at request of the Seller *** Take a stroll into Oakland Park where you'll find this gem of a home, located one block from the state-of-the-art ...
Under Construction. This new home in Oakland is a single-story, 3-way-split plan with 4 bedrooms and 3 baths. Find a bedroom with its own full bath right off the foyer at...
Nestled in one of Central Florida's most desirable lakefront gated communities, John's Landing sits a custom luxury lakeview home measured at 4,470 total square feet. Thi...
Located in the town of Oakland, which is nestled in between Clermont and Winter Garden, sits this beautiful pool home with a detached guest house with NO HOA and solar pa...
Under Construction. Under Construction! Stunning Summerlin floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85...
Under Construction. Under Construction! Stunning Portland floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85'...
Large 4 Bedroom 2 Bathroom 3-way split floor plan with an Office and a 2 car Garage. Exclusively located in a gated community with easy access to Florida's Turnpike, 408,...
Under Construction. Under Construction! Stunning Portland floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85'...
Under Construction. Stunning Camden floor plan located in the highly sought after community of Lake Apopka Sound. Featuring a rare Multi-Generational site with a private ...
Under Construction. Stunning Camden floor plan located in the highly sought after community of Lake Apopka Sound. Featuring a rare Multi-Generational site with a private ...
Come live in one of Central Florida's most desirable lakefront gated communities, John's Landing. This amazing 5 bedroom, 4 bath home with double car garage, brand new do...
Under Construction. Charming Destin floor plan located in the highly sought after community of Lake Apopka Sound. This open design concept offers ample entertaining and l...
Under Construction. Under Construction! Stunning Robinson floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85'...
Under Construction. Under Construction! Stunning Robinson floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85'...
Totally renovated 3 bedroom, 2 bathroom home located in the heart of Oakland with private sweeping views of the nature preserve! This home has brand new flooring througho...
Why wait to build? This home is ready for you now! Located in one of Oakland's premier communites, Oakland Trails is the perfect spot to call home. With 3 bedrooms, 2.5...
Under Construction. The Kelsey new home plan combines elegance, comfort, and top-quality craftsmanship. Escape to the serenity of your Owner’s Retreat, which includes a c...
Under Construction. Elegance and sophistication combine with the genuine comforts that make each day delightful in The Summerton lifestyle home plan. The versatile upstai...
Welcome to this LIKE NEW home located in the desirable town of Oakland. This spacious home offers 3 bedrooms, 2.5 bathrooms, an open floor plan, beautiful kitchen with gr...
PREMIER COMMUNITY! Welcome to Oakland Trails, a community in Oakland, Florida, situated right off of the Florida Turnpike! This 3 bed/2.5 bath home situated on a corner l...
Exclusive Deer Island Gated Community - Waterfront Homesite - with incredible views and private boat dock capability on John’s Lake. Why settle for as-built when you can...
LOCATED NEAR DOWNTOWN WINTER GARDEN, CLOSE TO THE WINTER GARDEN TRAIL, PLANT STREET, TURNIPIKE AND MUCH MORE. HOUSE OFFERS A 3 BEDROOMS AND 2 AND 1/2 BATH WITH LOTS OF UP...
One or more photo(s) has been virtually staged. Built in 2014, this Winter Garden two-story home offers granite countertops, and a two-car garage.
Welcome home to this beautiful 3 bed, 2.5 bath, nearly new, townhome property in sought after Oakland/Winter Garden area, in Longleaf at Oakland community. As you approac...
***Price Reduction*** New low price makes this a must see today! Great single-family home with metal roof sits on a large corner lot on a tree lined street in the desirab...
Welcome home to this STUNNING townhome with a full 2-car GARAGE in the sought-after neighborhood of Tucker Oaks. Live close to downtown Winter Garden without the massive ...
This home is in great condition and is move in ready! Only 3 units per building in the Condos part of the Tucker Oaks Gated community. Just off SR-50 w/easy access to 5 D...
Huge residential lot in desirable Winter Garden. Lot is located in a quiet unpaved road with a ranch type home as your only neighbor. Back part of lot overlooks virgin wo...
DON’T MISS THIS RARE OPPORTUNITY! Winter Garden Residential corner Lot in Highly Desirable John Lake Homesites. Build your dream home with a beautiful view of Johns Lake...
David Myers 407-801-3286
Your Winter Garden Real Estate Expert